If you want to play it safe, by the time X/Y rolls around, you can use a useless item like a Paralyze Heal against Wobbuffet, which will not be consumed if you don't have a status for it to fix, but does waste the turn. This allows you to purposely avoid springing its trap, and if you want to count PP, you can determine when it's out of both Destiny Bond and the move that can punish whatever attack you might plan on using against it. Or, if you don't want to count, you can keep using the item even longer until it eventually uses Struggle, then you only have to survive four Struggles instead of hoping that it never picks the wrong move to punish yours.
