Radio propagation is essential for emerging technologies with appropriate design, deployment and management strategies for any wireless network. It is heavily site specific and can vary significantly depending on terrain, frequency of operation, velocity of mobile terminal, interface sources and other dynamic factor. Accurate characterization of radio channel through key parameters and a mathematical model is important for predicting signal coverage, achievable data rates, specific performance attributes of alternative signaling and reception schemes. Path loss models for macro cells such as Hata Okumura , COST 231 and ECC 33 models are analyzed and compared their parameters . The received signal strength was calculated with respect to distance and model that can be adopted to minimize the number of handoffs and avoid ping pong effect are determined. This paper proposes a propagation model for highway environment between Pondicherry - Villupuram which is 40 kilometers spaced out .Comparative study with real time measurement obtained from Bharat Sanchar Nigam Limited (BSNL) a GSM based wireless network for Pondicherry, India has been implemented.