diff --git a/tools/docker/core/Dockerfile b/tools/docker/core/Dockerfile
index 16fbbfd01..2afd148e7 100644
--- a/tools/docker/core/Dockerfile
+++ b/tools/docker/core/Dockerfile
@@ -21,6 +21,7 @@ RUN mkdir -p src \
  && tar xf certbot-${CERTBOT_VERSION}.tar.gz \
  && cp certbot-${CERTBOT_VERSION}/CHANGELOG.md certbot-${CERTBOT_VERSION}/README.rst src/ \
  && cp certbot-${CERTBOT_VERSION}/letsencrypt-auto-source/pieces/dependency-requirements.txt . \
+ && cp certbot-${CERTBOT_VERSION}/letsencrypt-auto-source/pieces/pipstrap.py . \
  && cp -r certbot-${CERTBOT_VERSION}/tools tools \
  && cp -r certbot-${CERTBOT_VERSION}/acme src/acme \
  && cp -r certbot-${CERTBOT_VERSION}/certbot src/certbot \
@@ -45,6 +46,7 @@ RUN apk add --no-cache --virtual .build-deps \
         openssl-dev \
         musl-dev \
         libffi-dev \
+    && python pipstrap.py \
     && pip install -r dependency-requirements.txt \
     && pip install --no-cache-dir --no-deps \
         --editable src/acme \