On a Mac operating system, Adobe Acrobat does not record a file in the "Recently Opened" list if the file is opened directly from Google Drive for Desktop (which mimics a hard disk on your computer). There is a workaround that involves linking Adobe Acrobat to Google Drive directly (on the Acrobat home screen -> add file storage) and opening Google files from within Adobe Acrobat. These files do get recorded in the "Recently Opened" list. However, the workaround is inconvenient for the user since you usually open files from the Mac Finder.