For some unknown reason, Windows 11 clipboard history (Win+V) no longer deletes selected item via the Delete key - this was working in Windows 10. This is the thread on Windows forum that discusses that, with no solution from Microsoft. That is why I have prepared this AutoHotkey script to bring the functionality back. If you want to use this script, you need to install AutoHotkey first, then download my script and set it up to run on Windows startup, so that it is functional every time you start your PC. You can do that by creating a shortcut to that script in the Startup folder.
When you want to delete an item from the clipboard history, you can do it by clicking the three dots (1) next to the history item to open up a menu and then click the delete button (2). When the item is focused, this sequence can be done using the keyboard: press Tab to focus the menu button, press Enter to open it, press the right arrow to move the focus to the delete button and finally press Enter to click that button. This "Tab -> Enter -> Right -> Enter" keyboard sequence is essentially what the script does for you and maps it to the single Delete button when the clipboard history is open.
For simplicity, the script considers mouse clicking event as closing the clipboard history, so when you delete an item with your mouse, the Delete button then doesn't work for that particular opened clipboard history (works again for newly opened one). But since the script is designed to enhance keyboard usage of clipboard history, it wouldn't make sense for such a user to use a mouse that way.