As a part of our continuing studies on a series of carbocyclizations (i.e. CO-SiCaT, SiCaT, SiCaC) and higher order cycloaddition reactions, we have investigated the Rh-catalyzed [2+2+2+1] and [2+2+2] clycloaddition of triynes and endiynes in which the ene component is located in the middle of the enediyne substrate to yield 5-7-5 and 5-6-5 tricyclic products.  These ring systems are of interest due to their presence in natural products and biologically relevant compounds. The Rh-catalyzed [2+2+2+1] tricyclization of triynes took place to give tropones, which should provide a potentially useful method for the synthesis of interesting troponoids. On the other hand, the Rh-catalyzed [2+2+2] cycloaddition of triynes gave polysubstituted benzenes, which are highly useful compounds in organic synthesis.  In addition, the cycloaddition products of silicon-tethered triynes and endiynes are amendable to further synthetic transformations to yield 'drug-like' molecules or templates for the synthesis of more complex molecules of interest.