Are you sure you have the right projections on that SS, its identical to the CF listed above, which seems improbably.
I'd take the SP 1st, evrery day, then the CF, then the SS (depending on his actual batting skills)
All 3 positions are tough to fill, so you can't really go wrong with any of them, though I tend to favor pitching.
The CF has health issues, but he'll be a gold glover, great power and great speed. The SS looks to have questionable arm accuracy, perhaps a gold glove 3b. If those batting projections are true I might slide him over the CF and play him at SS anyways (assuming he reaches those numbers), but I'm guessing his power doesn't get up into the 90s.
Additionally, what's the handidness of each hitter? Righty, lefty, switch? that could influence things a bit.
What is their signability? If they'll sign quick and for slot, vs a "might sign" I'd give an added bonus to the easy signing, leaving more money for the IFA market.
What is their patience? A higher patience means they'll be more likely to resign w/o testing the FA market in the future. If you plan to be around 10+ seasons, a high patience guy (say 85+) may save a significant chunck of change over what they'd get on the open market for the 2nd long term contract.