Yes, you can set up "something like" that. Go to repin tool for that group board and use source Repin from boards, then add your board there.
Set it repin one pin per day.
What could be the problem is:
- if you don't have "allow double repin" enabled, tool will eventually run out of pins to repin
- if you have "allow double repin" enabled, it could happen that same pin will be repinned 2x days in a row (although there are slim chances for that).
There's also "Repin from a provided list of Pins" source, you can add URL of your pins there. Then Mass Planner will repin them to that board and remove them from the list so they don't get pinned 2x. (unless you check the option "Keep items in the list after they're repinned".