diff --git a/quickstep/src/com/android/launcher3/taskbar/TaskbarPopupController.java b/quickstep/src/com/android/launcher3/taskbar/TaskbarPopupController.java
index abf35a21b9..772d45d73c 100644
--- a/quickstep/src/com/android/launcher3/taskbar/TaskbarPopupController.java
+++ b/quickstep/src/com/android/launcher3/taskbar/TaskbarPopupController.java
@@ -17,6 +17,7 @@ package com.android.launcher3.taskbar;
 
 import static com.android.launcher3.LauncherSettings.Favorites.CONTAINER_ALL_APPS;
 import static com.android.launcher3.model.data.AppInfo.COMPONENT_KEY_COMPARATOR;
+import static com.android.launcher3.popup.SystemShortcut.PIN_UNPIN_ITEM;
 import static com.android.launcher3.util.SplitConfigurationOptions.getLogEventForPosition;
 
 import android.content.Intent;
@@ -195,6 +196,9 @@ public class TaskbarPopupController implements TaskbarControllers.LoggableTaskba
         // append split options to APP_INFO shortcut if not in Desktop Windowing mode, the order
         // here will reflect in the popup
         ArrayList<SystemShortcut.Factory> shortcuts = new ArrayList<>();
+        if (Flags.enablePinningAppWithContextMenu()) {
+            shortcuts.add(PIN_UNPIN_ITEM);
+        }
         shortcuts.add(APP_INFO);
         if (!mControllers.taskbarDesktopModeController.getAreDesktopTasksVisible()) {
             shortcuts.addAll(mControllers.uiController.getSplitMenuOptions().toList());
diff --git a/quickstep/src/com/android/launcher3/uioverrides/QuickstepLauncher.java b/quickstep/src/com/android/launcher3/uioverrides/QuickstepLauncher.java
index 3fd9970a52..e17771cdf9 100644
--- a/quickstep/src/com/android/launcher3/uioverrides/QuickstepLauncher.java
+++ b/quickstep/src/com/android/launcher3/uioverrides/QuickstepLauncher.java
@@ -48,6 +48,7 @@ import static com.android.launcher3.popup.SystemShortcut.APP_INFO;
 import static com.android.launcher3.popup.SystemShortcut.BUBBLE_SHORTCUT;
 import static com.android.launcher3.popup.SystemShortcut.DONT_SUGGEST_APP;
 import static com.android.launcher3.popup.SystemShortcut.INSTALL;
+import static com.android.launcher3.popup.SystemShortcut.PIN_UNPIN_ITEM;
 import static com.android.launcher3.popup.SystemShortcut.PRIVATE_PROFILE_INSTALL;
 import static com.android.launcher3.popup.SystemShortcut.UNINSTALL_APP;
 import static com.android.launcher3.popup.SystemShortcut.WIDGETS;
@@ -457,6 +458,10 @@ public class QuickstepLauncher extends Launcher implements RecentsViewContainer,
         // Order matters as it affects order of appearance in popup container
         List<SystemShortcut.Factory> shortcuts = new ArrayList(Arrays.asList(
                 APP_INFO, WellbeingModel.SHORTCUT_FACTORY, mHotseatPredictionController));
+
+        if (Flags.enablePinningAppWithContextMenu()) {
+            shortcuts.add(0, PIN_UNPIN_ITEM);
+        }
         shortcuts.addAll(getSplitShortcuts());
         shortcuts.add(WIDGETS);
         shortcuts.add(INSTALL);
diff --git a/res/values/strings.xml b/res/values/strings.xml
index cdfbefea64..2fc039e36d 100644
--- a/res/values/strings.xml
+++ b/res/values/strings.xml
@@ -212,6 +212,7 @@
     <string name="all_apps_button_personal_label">Personal apps list</string>
     <string name="all_apps_button_work_label">Work apps list</string>
 
+    <!-- System shortcuts -->
     <!-- Label for remove drop target (from the homescreen only).
          May appear next to uninstall_drop_target_label [CHAR_LIMIT=20] -->
     <string name="remove_drop_target_label">Remove</string>
@@ -232,6 +233,8 @@
     <string name="pin_prediction">Pin Prediction</string>
     <!-- Label for bubbling a launcher item. [CHAR_LIMIT=20] -->
     <string name="bubble">Bubble</string>
+    <!-- Label for pinning an item to the taskbar. [CHAR_LIMIT=20] -->
+    <string name="pin_to_taskbar">Pin to taskbar</string>
 
     <!-- Permissions: -->
     <skip />
diff --git a/src/com/android/launcher3/popup/SystemShortcut.java b/src/com/android/launcher3/popup/SystemShortcut.java
index 63c9d94795..329d9df4f1 100644
--- a/src/com/android/launcher3/popup/SystemShortcut.java
+++ b/src/com/android/launcher3/popup/SystemShortcut.java
@@ -210,6 +210,30 @@ public abstract class SystemShortcut<T extends ActivityContext> extends ItemInfo
         }
     }
 
+    public static final Factory<ActivityContext> PIN_UNPIN_ITEM =
+            (context, itemInfo, originalView) -> {
+                // Predicted items use {@code HotseatPredictionController.PinPrediction} shortcut
+                // to pin.
+                if (itemInfo.isPredictedItem()) {
+                    return null;
+                }
+                return new PinUnpinItem<>(context, itemInfo, originalView);
+            };
+
+    private static class PinUnpinItem<T extends ActivityContext> extends SystemShortcut<T> {
+        PinUnpinItem(T target, ItemInfo itemInfo, @NonNull View originalView) {
+            // TODO(b/375648361): Check the pin state of the item to determine if the pin or the
+            //  unpin option should be used.
+            super(R.drawable.ic_pin, R.string.pin_to_taskbar, target,
+                    itemInfo, originalView);
+        }
+
+        @Override
+        public void onClick(View view) {
+            // TODO(b/375648361): Pin/Unpin the item here.
+        }
+    }
+
     public static final Factory<ActivityContext> PRIVATE_PROFILE_INSTALL =
             (context, itemInfo, originalView) -> {
                 if (originalView == null) {