Files saved from Adobe Acrobat no longer showing up in Outlook's recent files list

Every day I use Adobe Acrobat to combine files and save the combined files as one new file, then send an email with the file (using outlook) – in a new email the “attach file” action shows my recent files list, and those files I create/save from acrobat always appeared there until suddenly it stopped last week.   This is only for files saved from Adobe Acrobat, because everything else in outlook and recent works as expected.

Also to note, I believe there was an update to Adobe that was pushed through last week.

Adobe version 2025.001.20630 (64bit)

Microsoft 365 for business version 2507 (using "old" outlook, not the new version)