In this world of peace, the military might no longer make a nation strong. On the contrary, economic and political ‘mutualism’ gradually becomes the moderate but appropriate way to keep a country prosperous and powerful. This research is based on North-South Regional Economic Cooperation Pattern of New Regionalism (or neo-regionalism), and to analyse the cause of the temporary failure of the region-to-region cooperation (European Union, EU and Association of Southeast Asia Nations, ASEAN) and followed the process of region-to-unique country of ASEAN (European Union and Singapore). This research is also to assay the reasons of why EU chose Singapore to be the first cooperative partner of all ASEAN countries. In the meanwhile, the research is as well to find out the effects for EU, ASEAN and Singapore tripartite.