Send them Registered and you won't have to worry about them getting there. You can add the insurance and yes they will pay(I have had two claims in 25, years and both were promptly paid).
That being said, the place you are sending them may well have(should have!) private insurance that will cover the material while in transit to them at no additional cost to you. You would just have to send them as required for the value stated, which on my policy is Registered or Overnight, each with a signature required.
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