In a year where we were contending it makes no sense to trade a roster player for futures. In 2018, 2019, sure. But in 2014 it would have been the wrong move.
I feel the price for St Louis was steep, but the Rangers going for it is not something I feel bad about. The 2nd round pick we got in the Callahan trade was later used in the Yandle trade. It was clear the Rangers were ready to compete and go for it. A Cup final appearance, a President's Trophy and ECF appearance in the span of 12 months proves that they made the right call.
Coming up short doesn't make it a bad trade, just like winning the Cup in 1994 didn't make the deadline trades that season good trades.