The synthesis of a hitherto unknown fatty acid analog presented in this thesis is based on the initial synthesis of two main fragments, termed the α- and the ω-fragment, respectively. The analog is then to be assembled by combining these building blocks. The synthetic efforts presented herein resulted in the successful preparation of said fragments needed for further assembly. Concerning the ω-fragment, a Brown asymmetric allylation reaction in the first synthetic step gave one single stereoisomer based on 1H- and 13C NMR analyses. Unfortunately, all of the attempted palladium-mediated cross-coupling reactions to connect the two fragments were not accomplished within the allocated timeframe. Future work includes the assembly of said fragments into the desired analog that will enable evaluation of the anti-inflammatory and pro-resolving actions of this compound. The resolution of inflammation is regulated by actively and strictly controlled biosynthesis of several novel families of oxygenated polyunsaturated fatty acids, termed specialized pro-resolving mediators (SPMs). Their ability to induce the resolution of an active inflammatory process without immunosuppression has become an important field of study. One such SPM is RvD1n-3 DPA, which is biosynthesized from n-3 docosapentaenoic acid during the resolution phase of inflammation. Towards drug development efforts it is of great interest to prepare simpler synthetic analogs of RvD1n-3 DPA that mimics its biological actions. The focus of this project was to develop an enantioselective total synthesis of an analog of this natural product.