According to Osho, the master’s question 'Why do you want to wound yourself?' warns that authentic inquiry before a satguru pierces the ego, shatters secondhand knowledge, and begins the disciple’s dying. These 'wounds' are the painful cuts that dissolve the false personality; only the courageous should ask. Emptiness comes first, flowers later—and the master speaks only of wounds to prevent greedy bargaining for rewards.
He’s saying: if you ask a real master, be ready to be hurt as your pretend self is cut away so your real self can grow.