Bossk and R4-D6

By Mantis731, in X-Wing Rules Questions

So I was thinking in a squad with Bossk and I ended up thinking about this relation:

If Bossk attacks a ship with R4-D6, and let's suposse the attack goes like this (after the defense is rolled):

Crit-Hit-Hit

The ship with R4-D6 doesn't get his right to cancel (because it already has only 2 uncancelled hits) and THEN Bossk can activate and turn this crit to 2 more hits making the attack 4 hits?
Or you use initiative to decide who activates first?

They have the same timing window, so initiative decides the activation order.

They have the same timing window, so initiative decides the activation order.

Thanks, was in doubt about that, the texts made confusing.