You dont really think this is gonna happen? The point here is to take the risk/make the choice if you want to take XY now or wait for something better to drop - it would be actually easier to just put everything into the last chest and then cherrypick what you want.
But first: they want you to run this content multiple times to generate playtime (and thats easier when you can miss out on good items)
and second... and you can burn me for this, but: its choices that make a game interesting. Do I take this now? Should I wait? Its always something we're discussing among friends and somehow part of the fun and experience. Making choices easier or eleminating them even is going to make the game boring. And yes, this might not be the best and most important choice, but it is one and it should stay.