Since Trump, if he runs, would be seeking the Republican nomination, and is obviously trying to establish his conservative cred, it would be incredibly stupid for him to name Kennedy or one of the moonbats. If he names a staunch conservative, the question would be how deeply held his convictions are.
On the plus side, if the BC issue plays out the way many think it will, the Dems and the MSM will be badly damaged. It will be harder for them to succeed with their usual, ‘If this conservative judge is confirmed, the world will come to an end’ routine.
Also, Trump would fight for his nominee. He would get in front of the cameras and make the Dems look like jerks for acting in their usual bastardly manner. So providing he made a good nomination, the odds of confirmation would be better than with the run-of-the-mill GOPer who folds when the Dem din hits its typical crescendo.
By all accounts, Trump is totally serious about running for President this time. Huckabee is the latest to state that Trump is in it for real this time (http://www.mediaite.com/tv/huckabee-lauds-trump-2012-bid-but-obamas-birthplace-not-a-big-deal-to-me/). And if Trump is serious, how far would he go to satisfy his ambition? Although not really a social conservative, would the White House be "well worth a conservative justice or two," to paraphrase Henry IV of France? (He was a Huguenot during the Reformation religious wars. He wanted to become the King of France, and needed to convert to the Catholic Church to do so. He is alleged to have said, "Paris is well worth a Mass"). That story may be apocryphal, but ambitious people will do almost anything to get what they want. What would Trump do?