How do I get rid of an application's "Recent" document?

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With both Microsoft Office and LibreOffice, when I try to open a document in its "recents" list, sometimes there is a document that no longer exists, or is a copy protected backup. For instance there are 3 versions of my checkbook register here, but only one is real. And I can't tell them apart except by opening them. How do I delete the wrong one?

Screenshot 2024-08-23 at 12.40.33 PM.png
 

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