Place it immediately after the questionable choice appears on screen, before any reaction shot, so the question becomes the edit's turning point. Follow it with a funny laugh, or a Yeah reaction when the choice somehow works out despite looking wrong.
About this sound
This short Dutch voice clip lasts about 2.8 seconds and asks 'Waarom zou je dat doen?', meaning 'Why would you do that?' The delivery sounds genuinely puzzled rather than angry, giving it a bemused, slightly awkward feeling that fits moments when someone's choice makes no sense at all.