A pole assignment problem in a specified region is solved using a bilinear transformation method. It is well known that the problem designing discrete-time system or vice versa is called redesign problem, But there is not so much study that is cyclic type of design, i.e. from continuous system to discrete system and from the latter to the former system. In this paper, the cyclic type of design for the continuous-time system is proposed using the bilinear transformation. In the view of a pole assignment method with poles in a specified region, it will be possible to design a regulator or a servo system considering damping ratio, stability degree and band with which are resulted to the characteristics of the closed-loop system.