Graduate at the top of your class....go F-18's or C-130's....you can always find an Osprey seat later in your career. Corporate and Airline Jobs would find the Fast Jet or large transport time very attractive.
No, one likely can't get an Osprey seat later. The lateral moves from other communities are fewer and fewer every year, and will likely go away entirely once the fleet switches completely over in the next couple years, save for test pilots and such. Those transfers are in the low single digits already.
If the OP wants Ospreys, he should put them on his dream sheet out of primary. He'll get both multiengine and helps time in the Advanced pipeline.
Key thing of selection--select what you actually want to fly NOW. Planning for some weird thing 5 or 10 years from selection is pointless.