I would use bracing that spans the area of weakness. The deck area uses the plywood to support the deck with a bit of tension as the plywood shapes to the convex form of the deck. The compression post maintains that shape when installed against the underside of the deck and inline with the mast. When the mast is raised the downward forces of the mast transfer that force to/through the deck to the compression post and downward to the keel and hull.
You want to release the pressure on the compression post. You brace and lift should avoid point pressure. Spreading the upward pressure while maintaining that convex basic shape is ideal. Note you are releasing the pressure on the post enough to get the post out. Not jacking the deck up like a car.
Take it slow and smooth. Once you can move the post your golden.