Neither one of these perspectives is completely correct by any means. Furthermore, neither perspective disproves the other one. They are merely two different truths (not complete truths) found from two different perspectives. They are both correct and both are needed to completely understand pain (or anything for that matter).
Perhaps this can best be applied to knowing God. In order to know God completely, one must observe and experience in Him in every way possible. Both observation and experience are needed to fully understand God. It is for this very reason that our search for God and for relationship with God needs to be a constant striving. There is always another way to experience God and there is always something to be learn about His character.
C.S. Lewis is definitely giving out a call for people to experience things for themselves in “Meditation in a Tool Shed.” He is by no means, however, telling anyone to throw out observation completely. There is a balance that needs to be found there. No one will ever understand anything completely until they have looked at it from all perspectives. Never assume that everything is known about anything. The search for absolute truth needs to be a constant striving on that part of every individual. C.S. Lewis has given a way to do that, by looking at things from all perspectives.