I had a problem recently where the ump lists for Microsoft Office stopped updating. I did some checking around and a recommended solution I found is to remove large files (> 1MB) from the %AppData%\Microsoft\Windows\Recent\AutomaticDestinations.
I had a look in the folder and did find some large files and so deleted them. Over the next couple of hours, I checked the jump lists and they still weren’t updating, so I deleted the rest of the files to see if there was a smaller corrupt file.
The jump lists didn’t immediately start working, but I noticed after a few days that they were again recording recently accessed files.