Welcome to the forum!
Is it your intention to try to blast the hops upward into the beer via CO2 pressure? I don't think the design of the collection cup will allow that to happen very readily.
Whatever you do, I suggest first dumping the sediment to get clear beer. Otherwise, the hops will just sit in the jar and be covered by all that sediment. Even if you blast CO2 through the sediment to move it out of the way, it will settle quickly on top of the hops--hence, dump it first. Once you do have clear beer and open the valve, the hops will absorb the beer and eventually float to the top.
But this begs the question: why not just add the dry hops from the top? What you're thinking of doing strikes me as needlessly complicated. If the concern is O2 ingress from dry hopping, this isn't something to worry about, IMO. As Denny says, reality often astonishes theory. O2 ingress from dry hopping has never once happened to me in over two decades of homebrewing. I believe it's an overblown concern.