The synthesis of some linear structured trans-porphyrin bearing functional groups (S-trityl or thiol) was described. The rational synthetic pathway consisted of 6 reaction steps (up to S-trityl derivatized porphyrin, 5 steps), constituting a MacDonald-type 2+2 condensation and amine-carboxylic acid coupling. The completion of each step was confirmed by 1H-NMR, UV/Vis adsorption, and FAM-MS. The resulting porphyrins would be applicable to the study of self-assembled gold-thiol structures, due to the reactive nature of the molecules with a gold surface.