The selective formation of C–C bonds in complex molecules is one of the major challenges in organic chemistry. Olefin metathesis provides an efficient methodology for C–C bond synthesis and in this paper we demonstrate the application of this technology for the formation of three identical dicarba bridges by selective and successive formation of three diaminosuberic acid derivatives. A combination of homogeneous hydrogenation and metathesis reactions allows highly efficient, stepwise chemo- and stereo- selective formation of three separate 2,7-diaminosuberic acid derivatives in a single pot without isolation of intermediates.