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FWIW, I have had good success with the following, after "import openstudio" and creating or loading a model.

# Make sure measure path is what it needs to be
  model.workflowJSON().addMeasurePath(absolute_measure_path)

# Check on existing measure steps
  measure_types = ["ModelMeasure","EnergyPlusMeasure","UtilityMeasure","ReportingMeasure"]
  for measure_type in measure_types:
    measure_type = openstudio.MeasureType(measure_type)
    measure_steps = model.workflowJSON().getMeasureSteps(measure_type)
    print(measure_type,measure_steps)

# Define a measure step
  measure_type = openstudio.MeasureType(measure_types[1])
  measure_step = openstudio.MeasureStep(measure_folder) # measure_folder is a sub_folder under absolute_measure_path, containing measure.rb and measure.xml and resources
  measure_step.setDescription("Description")
  measure_step.setModelerDescription("ModelerDescription")

  arguments = {key1:value1,key2:value2,key3:value3} # Whatever the measure arguments need to be
  measure_step.clearArguments()
  for key,value in arguments.items():
    measure_step.setArgument(key,value)

# Add measure step to the workflow and save
  model.workflowJSON().setMeasureSteps(measure_type,[measure_step]) # note that this requires a Python list!
  model.workflowJSON().save()

When you check the workflow.osw file, you should see the new measure step. The measures sub-folder will likely not have any measures under it yet, but when you start OpenStudioApp, under the Measures tab, the new measure step should appear properly.

I realize this does not get you to an .IDF, but it may be a start, plus, you might be able to run the OpenStudio CLI instead?