Expanding the diversity of multi‐macrocyclic nanocarbons, particularly those with all‐benzene scaffolds, represents intriguing yet challenging synthetic tasks. Complementary to the existing synthetic approaches, here we report an efficient and modular post‐functionalization strategy employing iridium‐catalyzed C–H borylation of the highly strained meta‐cycloparaphenylenes (mCPPs) and an mCPP‐derived catenane. Based on the functionalized macrocyclic synthons, a number of novel all‐benzene topological structures including linear and cyclic chains, polycatenane, and pretzelane have been successfully prepared and characterized, thereby showcasing the synthetic utility and potential of the post‐functionalization strategy.