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Love the comment, "Really?"
Great stuff, Spec.
I'm a growing Jennings fan.  Watched him homer last night last night vs. the Tigers. 
You've structured a very plausable trade.
I would buy in.  I would buy in if it was Deej rather than Kivlehan, in fact.  It's not a sure thing that Deej ends up better than our ex-football player, anyway. 
Elias and Pike/Sanchez would be a very interesting package for Price.  And Elias brings the Cuban attractiveness to Fla. 
I'm a big Elias fan.  He's a rookie lefty and going to get way better. But we're in a unique position to think big for a couple of years.  You could do this and try to strike gold with a RH DH over the winter.  Or hope that Blash is worth 30 homers next year. 
If a guy is greedy and willing to pay Price's $16M (+)** next year.....then this is deal for you. 
**Worth consideration:  Jennings gets more and more expensive beginning next year.  So you've got his cost and Price's next year AND any booming DH you sign.