Another developer is planning to try to build atop the Massachusetts Turnpike.

Samuels & Associates filed initial plans with the city Thursday for a two-building complex above the highway along Massachusetts Avenue between Newbury and Boylston streets. It hopes the buildings will enliven a forlorn stretch of the Back Bay.

Samuels is planning two buildings — a 237-foot-tall office tower along Boylston and a 150-foot-high building for either housing or a hotel along Newbury — on top of two stories of retail and open space along Massachusetts Avenue. The plan also features bike lanes, a better bus stop, and the reopening of a now-closed pedestrian tunnel to the Green Line’s Hynes Convention Center Station across the street.

“This site is at the juncture of some very important streets, and it’s a bit of a tangled mess,’’ Samuels principal Peter Sougarides said. “We’re trying to knit these areas back together.’’

And it wants to do that on a deck above the busy Mass. Pike, a feat that has bedeviled developers for decades. At least three other so-called “air rights’’ projects above nearby chunks of the Pike are working through costs and engineering complications, and only one has begun construction, largely on ground, not over the road. About half of Samuels’ site is terra firma, which should make the $350 million project easier to launch, Sougarides said.

“We’re comfortable with it,’’ he said. “We’ve been working really closely with the highway engineers on how to make this work.’’

First, however, the 545,000-square-foot complex needs approval from the Boston Planning & Development Agency. Sougarides said he’s been talking with neighborhood groups in recent months and plans to file more detailed plans this summer, which will kick off a formal agency review.

Tim Logan can be reached at tim.logan@globe.com. Follow him on Twitter at @bytimlogan.