For a quick job I would get some grey waterproofing for external (roof) use and apply that. If you want to go to a bit more trouble remove all the cement render,mud, replacing what is probably some cement sheet (possibly asbestos) underlay. Then making up a mud mix with a bit of bondcreate added and reapply making sure is is sloped from the penetration to the outer edge of the brick work.
Of course make sure you don't fall off before you finish.