We present a high-level synthesis methodology that applies a coordinated set of coarse-grain and fine-grain parallelizing transformations. The transformations are applied both during a presynthesis phase and during scheduling, with the objective of optimizing the results of synthesis and reducing the impact of control flow constructs on the quality of results. We first apply a set of source level presynthesis transformations that include common sub-expression elimination (CSE), copy propagation, dead code elimination and loop-invariant code motion, along with more coarse-level code restructuring transformations such as loop unrolling. We then explore scheduling techniques that use a set of aggressive speculative code motions to maximally parallelize the design by re-ordering, speculating and sometimes even duplicating operations in the design. In particular, we present a new technique called "Dynamic CSE" that dynamically coordinates CSE and code motions such as speculation and conditional speculation during scheduling. We implemented our parallelizing high-level synthesis in the SPARK framework. This framework takes a behavioral description in ANSI-C as input and generates synthesizable register-transfer level VHDL. Our results from computationally expensive portions of three moderately complex design targets, namely, MPEG-1, MPEG-2 and the GIMP image processing too], validate the utility of our approach to the behavioral synthesis of designs with complex control flows.