This is the peer reviewed version of the following article: Dalby, S.M, Goodwin-Tindall, J., Paterson, I. (2013), Total Synthesis of (−)-Rhizopodin. Angew. Chem. Int. Ed., which has been published in final form at http://dx.doi.org/10.1002/anie.201301978. This article may be used for non-commercial purposes in accordance With Wiley Terms and Conditions for self-archiving http://olabout.wiley.com/WileyCDA/Section/id-815640.htmlCore assembly: The total synthesis of the myxobacterial metabolite rhizopodin, a potent actin-binding anticancer agent, has been achieved. The modular synthesis utilizes a common C1–C22 monomeric unit to assemble the dimeric 38-membered macrodiolide core, which was elaborated by a bidirectional boron-mediated aldol reaction to install the characteristic side-chains. The final global deprotection was critically dependent on the correct choice of silyl protecting groups at C16/C16′.This work was supported by the Engineering and Physical Sciences Research Council (EPSRC)