The present embodiments provide a prosthesis deployment system, and method of deployment of a prosthesis using the same, having a positioning member at least partially disposed within a tubular segment of a tip assembly. The positioning member is movable between nondeployed and deployed configurations. In the nondeployed configuration the positioning member can permit the tip assembly to move relative to the enlarged body assembly. When an enlarged body is at a position farther away from a tip body, which may be at the edge of the tubular segment, the positioning member can move or flare to its deployed configuration to inhibit the enlarged body from moving relatively closer to the tip assembly. Axial force applied to the tip assembly during withdrawal of the tip assembly can be transmitted via the positioning member to the enlarged body assembly to facilitate its withdrawal from the body.