This paper studies Predictive Prefetching on a Wide Area Network with two levels of caching. The WAN that we refer to is the GRNET academic network in Greece. We rely on log files collected at the network’s Transparent cache (primary caching point), located at GRNET’s edge connection to the Internet. Our prefetching model bases its predictions on popularity ranking of passed requests. We present a “n-next most popular” approach used for prefetching on GRNET’s architecture and provide preliminary results of our experimental study, quantifying the benefits of prefetching on the WAN.