He did exactly that and succeeded. Read his book the art of the deal, in which he says that is precisely his strategy. Historically this is what he does every single time.
He succeeded in opening a strait that was open a month ago in exchange for higher gas prices, destroying a nuclear program he himself said was already destroyed a year ago, killing an 86-year-old leader who would be dead in a couple of years anyway, no regime change, billions of dollars wasted, and dead American soldiers.
Such great deal making, love it.