Letting Bourne take her by surprise and giving him a gun is overkill and with prep he can just do what he did against that guy in Waterloo station. Just follow her into a crowded area and jab a poison needle in her while there's to many people around before leaving. As she doesn't know the hit is on her she wouldn't even know to look for him and in a few minutes she'll be dead.
With these conditions there are to many ways Bourne can kill her, some without her even knowing he's there.
You said Bourne has 7 days to research her. He's an assassin not a guy who runs in to fight someone with his bare hands. Even if he thought he could beat her in H2H he wouldn't even bother to try if he could kill her by not even revealing himself or simply standing a long way off and putting a bullet in her back. Widow wouldn't even have time to react as you said he takes her by surprise.
With the conditions i'd say Bourne takes this easily.
If both where unarmed and no prep then this would be a good fight. Jason stands a chance at wining as he has demonstrated far superior H2H ability.
Widow is good and i'd put her above Desh but the problem is Bourne is unpredictable. He'd pick up the most innocent looking item an use it as a weapon.I think Widow would have trouble eventually due to Bourne's unpredictable fighting style and his ability to use almost anything as a weapon will catch her off guard.
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