Let's say we had an Espeon with the Ability Synchronize that was holding a Toxic Orb and it became poisoned. Would Synchronize activate and poison the opponent?
No.Synchronize will only pass on status effects to the opponent that caused them, it won't work if you have a flame orb or something like that. Source: experience and bulbapedia.bulbagarden.net/wiki/Synchronize_(Ability)