Abstract: With the aim to find out the best methodology to prepare different series of substituted coumarins, thinking on their pharmacological evaluation, in the present communication we report the synthesis of 3-phenylcoumarin with different number and position of substituent groups in both 3-phenyl and coumarin rings. The substituents in this new scaffold were introduced in the 6 and 8 positions of the coumarin moiety and in 3'and 4' positions of the 3-phenyl ring. The synthesized compounds 1-7, 8 and 9-11 were prepared and characterized by different methodologies. Perkin modified reaction (method A and B) and Palladium-catalyzed synthesis (method C) were the methodologies described in this communication.