Nobody has 'played it smart'.
They'll all look clever if 'diplomacy' comes off, and we will rightfully hail the president for averting a SAS type mission to hurt the regime (that's all it would have been, of course).
However, if it fails or more chemical weapons are used, Obama will look very silly. More silly than Cameron does at present for wanting a military offensive last month.
I hope it comes off for Obama and Putin, and it certainly appears like a gesture of good will from the ex-KGB man, but from a Western point of view, its not a gamble I would have taken. I guess to see it from a Middle Eastern perspective would give you a different answer, but I'm not in the Middle East and don't pretend to be either.