In their paper "A Functional Abstraction of Typed Contexts", Danvy and Filinski show how to derive a monomorphic type system of the shift and reset operators from a CPS semantics. In this paper, we show how this method scales to Felleisen's control and prompt operators. Compared to shift and reset, control and prompt exhibit a more dynamic behavior, in that they can manipulate a trail of contexts surrounding the invocation of previously captured continuations. Our key observation is that, by adopting a functional representation of trails in the CPS semantics, we can derive a type system that encodes all and only constraints imposed by the CPS semantics.